I would like to isolate one heteroside from a mixture of two (one is interesting for me, not the other one). I don't want to use a separative HPLC method (it works but it's too expensive!) Any idea?
Heterosides or glycosides are compounds made up of two parts; sugar moiety (e.g. glucose) and the non-sugar moiety or aglycone. The bond between the two moieties involve a hydroxyl group, which can form an O-glycoside, (C-glycosides), (N-glycoside) or (S-glycoside) The most important groups are the Anthraquinonics, Cyanogenics, Cardiotonics, Cumarinics Ranunculosides, Saponosides, Sulphurides, etc. The group also including the phenolics, because salicin, the forerunner of salicylic acetyl acid or aspirin also falls in this group. Although heterosides belong to several groups, they are grouped in their own, separate category. Separation of certain cardiotonic heterosisides has been attempted through paper partition chromatography. Details can be found in the paper by P. Mesnard and A. Lafargue appeared long back in Ann Pharm Fr., 1954: 12(4):285-291.
I believe you know what a heteroside is and that it can have many different structures in the aglycone part but usually has polar sugars in the sugar part. So separation of two of them strongly depends on their structure and their chemical similarity. If you only need small amounts of them, HPLC in a suitable system will be the best choice; you then can chose even 0.5 x 10 cm analytcial columns. For more material you should use a semipreparative column (e.g. 1-2 x 20 cm). In any case you have to develop an HPLC system by using an analytical column which you then can blow up for your need.
Thanks for your suggestions. The structures of the two heterosides are very closed (only a difference on the genine appears : one OH). I perform the separation withe préparative HPLC, it works very well, but it's very expensive (large scale). So I would like to know if there is another way to make the separation. If someone has a knowledge on that topic? I'm interrested. Many thanks.
You may attempt paper partition chromatography if applicable with your material. It would be a cheaper method. You can find procedural details in the paper by P. Mesnard and A. Lafargue published in Ann Pharm Fr., 1954: 12(4):285-291.
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